C. Dartiguelongue et al., SYNTHESIS OF BETA-AMINO ESTERS USING THE REFORMATSKY REACTION WITH ALPHA-AMINO NITRILES, Bulletin de la Societe chimique de France, 134(8-9), 1997, pp. 769-772
The chemical behavior of alpha-amino nitriles towards the Reformatsky
reagent has been studied. Tinder certain conditions, secondary aliphat
ic alpha-amino nitrile derivatives yielded a mixture of four products
consisting of a beta-amino ester, a beta-lactam, a bulky tertiary amin
e and a cinnamic derivative. In an aliphatic and an alicyclic, fully n
itrogen-substituted example, a beta-aminoester is obtained in high yie
ld as the sole product.